Aberchrome 540

Base Information

• Chemical Name: Aberchrome 540
• CAS No.: 59000-86-1
• Molecular Formula: C15H16O4
• Molecular Weight: 260.29
• Mol file: 59000-86-1.mol

Synonyms:(3E)-3-[1-(2,5-Dimethyl-3-furanyl)ethylidene]dihydro-4-(1-methylethylidene)-2,5-furandione;2,5-Furandione, 3-[1-(2,5-dimethyl-3-furanyl)ethylidene]dihydro-4-(1-methylethylidene)-, (3E)-;(E)-α-2,5-Dimethyl-3-furylethylidene(isopropylidene)succinic anhydride;2,5-Furandione, 3-[1-(2,5-dimethyl-3-furanyl)ethylidene]dihydro-4-(1-methylethylidene)-, (E)-;(E)-α-2,5-Dimethyl-3-furylethylidene(isopropylidene)succinic acid anhydride;Aberchrome 540;

Chemical Property of Aberchrome 540

Chemical Property:

• PSA: 56.51000
• LogP: 3.08970

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Aberchrome 540

There total 11 articles about Aberchrome 540 which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 33.0%

(E)-2-(1-(2,5-dimethylfur-3-yl)ethylidene)-3-isopropylidenesuccinic acid (77071-97-7) → 3-furylfulgide (59000-86-1,59000-87-2,72493-39-1)

Guidance literature:

With acetic anhydride; at 70 ℃; for 0.5h;

DOI:10.1016/j.jphotochem.2010.04.013

Reference yield:

2,5-dimethyl-3-acetylfuran (10599-70-9) → 3-furylfulgide (59000-86-1,59000-87-2,72493-39-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) sodium hydride, ethanol, 2.) ethanolic potassium hydroxide, 3.) acetic anhydride

2: Irradiation

With potassium hydroxide; ethanol; acetic anhydride; sodium hydride;

DOI:10.1039/P19810000202

Reference yield:

7,7a-dihydro-2,4,7,7,7a-pentamethylbenzo(b)furan-5,6-dicarboxylic anhydride (105357-94-6,77515-65-2) → 3-furylfulgide (59000-86-1,59000-87-2,72493-39-1)

Guidance literature:

In toluene; Quantum yield; Ambient temperature; Irradiation; irradiation with 492 nm;

upstream raw materials:

2,5-dimethyl-3-acetylfuran

diethyl isopropylidenesuccinate

7,7a-dihydro-2,4,7,7,7a-pentamethylbenzo(b)furan-5,6-dicarboxylic anhydride

(Z)-2-<1-(2,5-dimethyl-3-furyl)ethylidene>-3-isopropylidenesuccinic anhydride

Downstream raw materials:

(Z)-2-<1-(2,5-dimethyl-3-furyl)ethylidene>-3-isopropylidenesuccinic anhydride

7,7a-dihydro-2,4,7,7,7a-pentamethylbenzo(b)furan-5,6-dicarboxylic anhydride

Refernces

• 1、 Heller, Harry G.,Langan, John R.. "Photochromic Heterocyclic Fulgides. Part 3. The Use of (E)-α-(2,5-Dimethyl-3-furylethylidene)(isopropylidene)succinic Anhydride as a Simple Convenient Chemical Actinometer". . p. 341 - 343. Retrieved 1981.
• 2、 Yokoyama, Yasushi,Hayata, Hirofumi,Ito, Hiroshi,Kurita, Yukio. "Photochromism of a Furylfulgide, 2--3-isopropylidenesuccinic Anhydride in Solvents and Polymer Films". . p. 1607 - 1610. Retrieved 1990.
• 3、 Kiji,Okano,Kitamura,Yokoyama,Kubota,Kurita. "Synthesis and photochromic properties of fulgides with a t-butyl substituent on the furyl- or thienylmethylidene moiety". . p. 616 - 619. Retrieved 1995.
• 4、 Harada, Jun,Nakajima, Ryo,Ogawa, Keiichiro. "X-ray diffraction analysis of photochromic reaction of fulgides: Crystalline state reaction induced by two-photon excitation". . p. 7085 - 7091. Retrieved 2008.
• 5、 Struebe, Frank,Siewertsen, Ron,Soennichsen, Frank D.,Renth, Falk,Temps, Friedrich,Mattay, Jochen. "Photochromism of rotation-hindered furylfulgides influenced by steric modifications". experimental part. p. 1947 - 1955. Retrieved 2011/04/27.